RELATIVE CONFIGURATION OF THE C-10 TO C-16 FRAGMENT OF FUMONISIN-B

Authors
BLACKWELL BA EDWARDS OE APSIMON JW FRUCHIER A
Citation
Ba. Blackwell et al., RELATIVE CONFIGURATION OF THE C-10 TO C-16 FRAGMENT OF FUMONISIN-B, Tetrahedron letters, 36(12), 1995, pp. 1973-1976
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
12
Year of publication
1995
Pages
1973 - 1976
Database
ISI
SICI code
0040-4039(1995)36:12<1973:RCOTCT>2.0.ZU;2-G
Abstract
The relative stereochemistry of the C-10 to C-16 fragment of fumonisin B-1 has been deduced through NMR studies of the parent compound and c omparison to the configuration found for a 10, 14-cyclic ether derivat ive of the FB1 aminopentaol (3). It is shown that the substituents at C-14 and C-15 are erythro, that those at C-14 and C-10 have the opposi te relative configuration and that the methyl substituents at C-12 and C-16 have the same configuration as the hydroxyl at C-14.